Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days. Andie Anderson covers the "How To" beat for "Composure" magazine and is assigned to write an article on "How to Lose a Guy in 10 days." They meet in a bar shortly after the bet is made.
When her brother decides to ditch for a couple weeks, Viola heads over to his elite boarding school, disguised as him, and proceeds to fall for one of his soccer teammates, and soon learns she's not the only one with romantic troubles.
Two things about Jane: she never says no to her friends (she's been a bridesmaid 27 times and selflessly plans friends' weddings), and she's in love with her boss, George, nurturing dreams of a lovely, romantic wedding of her own. She meets Kevin, a cynical writer who finds her attractive, and that same week her flirtatious younger sister Tess comes to town. Jane silently watches George fall for Tess, a manipulative pretender. Worse, Jane may be called upon to plan their wedding. Meanwhile, Kevin tries to get Jane's attention and has an idea that may advance his career. Can Jane uncork her feelings?Written by
Katherine Heigl previously played another character who was in love with a man named George. Her character, Izzie Stevens, on the television series Grey's Anatomy (2005), was briefly in love with the character George O'Malley. See more »
All the computers shown in the movie are Dell, which would run Windows. However, when Tess is flipping through her office looking for her lost calendar, the Dashboard from the Mac OS pops up on the screen. See more »
God, Casey, can't you keep it in your pants for one wedding?
Are you kidding? The only reason to wear this monstrous dress is that so some drunken groomsman can rip it to shreds with his teeth.
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Primary closing credits (director, producers, cinematographer, etc.) done as by-lines in a newspaper. Main acting credits are displayed as wedding announcement photos and captions. See more »
Jane (Katherine Heigl) has always been good at taking care of others, but not so much in looking after herself. Her entire life has been about making people happy -- and she has a closet full of 27 bridesmaid dresses to prove it. One memorable evening, Jane manages to shuttle between wedding receptions in Manhattan and Brooklyn, a feat witnessed by Kevin (James Marsden), a newspaper reporter who realizes that a story about this wedding junkie is his ticket off the newspaper's bridal beat.
Jane finds Kevin's cynicism counter to everything she holds dear -- namely weddings, and the two lock horns. Further complicating Jane's once perfectly-ordered life is the arrival of younger sister Tess (Malin Akerman). Tess immediately captures the heart of Jane's boss, George (Edward Burns). Tess enlists her always-accommodating sister to plan yet another wedding -- Tess and George's -- but Jane's feelings for him lead to shocking revelations... and maybe the beginning of a new life. Very dry but still good. 27 Dresses 5/10
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